85051-67-8Relevant articles and documents
Rhodium-Catalyzed and Chiral Zinc Carboxylate-Assisted Allenylation of Benzamides via Kinetic Resolution
Mao, Ruxia,Zhao, Yanliang,Zhu, Xiaohan,Wang, Fen,Deng, Wei-Qiao,Li, Xingwei
supporting information, p. 7038 - 7043 (2021/09/18)
Enantioenriched allenes are important building blocks. While they have been accessed by other coupling methodologies, enantioenriched allenes have been rarely obtained via C-H activation. In this work, kinetic resolution of tertiary propargyl alcohols as an allenylating reagent has been realized via rhodium(III)-catalyzed C-H allenylation of benzamides. The reaction proceeded efficiently under mild conditions, and both the allenylated products and the propargyl alcohols were obtained in high enantioselectivities with an s-factor of up to 139. The resolution results from bias of the two propargylic substituents and is assisted by a chiral zinc carboxylate additive.
Hypoiodous acid initiated rearrangement of tertiary propargylic alcohols to α-iodoenones
Moran, Wesley J.,Rodríguez, Arantxa
supporting information, p. 8590 - 8592 (2013/01/15)
In the presence of an oxidant, sodium iodide is converted into hypoiodous acid which effects the rearrangement of tertiary propargylic alcohols to α-iodoenones in good yields.
Trimethylsilylphenylacetylene in C-Alkynylation Reactions
Komissarova,Aleksandrova,Stadnichuk
, p. 412 - 416 (2007/10/03)
Direction and yields of products of the reaction between phenylethynyl anions, generated from trimethylsilylphenylacetylene under the action of potassium fluoride in DMF, and C-electrophilic reagents (aliphatic and aromatic aldehydes and ketones, aliphatic and aromatic acyl chlorides, aryl halides, and alkenyl chlorides with chlorine in the allylic position) are controlled by their structure. Secondary acetylenic alcohols prepared from aromatic aldehydes, as well as their trimethylsilyl ethers, undergo uncatalyzed Meyer-Schuster rearrengement.